Sentry

Join our team as an Associate Claims Representative for Liability. You will investigate claims, determine coverage, and negotiate settlements for auto liability cases. This role requires claims handling experience and state licensing. We offer a competitive 401(k) match, comprehensive benefits, a...

Join Sentry as an Account Executive in Eau Claire, selling specialized commercial insurance and financial products. Leverage your sales experience and licenses to build profitable client relationships in a remote-friendly role. Enjoy a competitive package with base salary, commissions, a company ...

Join our team as an HR Business Consultant in Stevens Point. Provide strategic HR consulting, leveraging 5+ years of generalist expertise in employee relations, compensation, and organizational development. Enjoy a hybrid work model, 401(k) matching, and professional development support in this k...

Seeking a Licensed P&C Sales Representative to sell and service Sentry's Dairyland and Harley Davidson insurance products. This role requires a valid license, 2+ years' experience, and proficiency in phone sales. Enjoy a competitive 401(k) match, paid time off, and comprehensive benefits. Positio...

Join Sentry as a Licensed Direct Sales Representative. Sell Dairyland and Harley Davidson insurance products, leveraging your P&C license and sales skills. Enjoy a hybrid schedule, 401(k) match, and equipment provided. Positions available in Stevens Point, Goldsboro, Freeport, and El Paso.

Join our team as an Associate Claims Representative, handling auto liability claims investigations and settlements. This role requires claims licensing and experience with casualty coverages and multi-line claims. We offer a robust benefits package including a 401(k) match and career development....

Seeking a bilingual Property & Casualty Licensed Sales Representative for a hybrid role. You'll provide quotes, bind coverage, and handle customer inquiries via inbound/outbound calls. Enjoy a hybrid schedule, 401(k) match, and equipment provided. Must have a P&C license and 6+ months of experience.

Sentry seeks a strategic Lead Actuary to drive pricing, reserving, and capital initiatives for Small Commercial. This hybrid role requires a Fellow (CAS/SOA) with 5+ years' experience in dynamic pricing and regulatory filings. Shape the future through data-driven leadership in Stevens Point, Madi...